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Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels.In a patent, category: catalyst-ligand, Which mentioned a new discovery about 131833-93-7
The enantioselective dearomative [3 + 2] cycloaddition reaction of benzazoles with aminocyclopropanes has been successfully developed. In the presence of a copper complex, derived from Cu(OTf)2 and bisoxazoline, a series of hydropyrrolo-benzazole derivatives containing quaternary stereogenic centers were obtained in high yields with excellent enantioselectivity. This method could also provide 2-amino cyclopropanes with high enantiomeric purity by an efficient kinetic resolution. In addition, products could be transformed to pyrrolo-benzothiazines and 1,5-benzothiazepines. Chiral compounds are of great significance in many areas given that two corresponding enantiomers could have completely different properties in chiral environments. Therefore, technologies used to produce chiral compounds in their enantiopure form are particularly attractive and highly desirable. Catalytic asymmetric dearomatization reactions have become efficient methods for the construction of chiral fused- or spiro-heterocycles from simple aromatics. Polyheterocyclic structures containing a hydropyrrolo-azole motif are found extensively in natural products and biologically active compounds. Therefore, efficient methods for constructing complex chiral hydropyrrolo-azole compounds will benefit the lead identification in drug discovery. Herein, we report the highly enantioselective construction of hydropyrrolo-benzazoles via copper-catalyzed dearomative [3 + 2] cycloaddition of benzazoles with donor-acceptor aminocyclopropanes. Heterocycles are a very important class of compounds that exist extensively as structural cores in natural products and biologically active molecules. Catalytic asymmetric dearomatization (CADA) is an efficient strategy for the construction of chiral fused- or spiro-heterocycles from simple planar aromatic compounds. Herein, we report the development of enantioselective dearomative [3 + 2] cycloaddition reactions of benzazoles with aminocyclopropanes via kinetic resolution. In the presence of a copper complex, derived from Cu(OTf)2 and bisoxazoline, a series of hydropyrrolo-benzazole derivatives containing quaternary stereogenic centers were obtained in high yields (up to 99%) with excellent enantioselectivity (up to 99% enantiomeric excess [ee]). With the same catalytic system, 2-amino cyclopropane-1,1-dicarboxylates with a high enantiomeric purity (up to 98% ee) were also obtained by an efficient kinetic resolution (s values of up to 95). In addition, the utility of this method was showcased by the facile transformation of products into several important heterocyclic frameworks, including pyrrolo-benzothiazine and 1,5-benzothiazepine.
I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 131833-93-7, help many people in the next few years.category: catalyst-ligand
Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI